View 152 Brookland Court # 1 Winchester, VA MLS# VAFV2038914
$1,700
2

Beds

2.0

Baths

1,173

Sq.Ft.

152 Brookland Court # 1

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 427 Highland Avenue Winchester, VA MLS# VAWI2009990
$2,050
3

Beds

2.0

Baths

1,120

Sq.Ft.

427 Highland Avenue

Winchester, VA

Bright
Courtesy of CORCORAN MCENEARNEY
View 1309 Commerce Street Winchester, VA MLS# VAWI2009950
$1,950
3

Beds

1.1

Baths

980

Sq.Ft.

1309 Commerce Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 520 S Kent Street Winchester, VA MLS# VAWI2009980
  • Recently Listed
1 of 35
$1,895
3

Beds

1.0

Baths

1,420

Sq.Ft.

520 S Kent Street

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 120 Metcalf Terrace Winchester, VA MLS# VAFV2039514
$2,349
4

Beds

3.1

Baths

2,300

Sq.Ft.

120 Metcalf Terrace

Winchester, VA

Bright
Courtesy of IKON REALTY
View 153 Welltown Road Winchester, VA MLS# VAFV2039530
  • Recently Listed
1 of 12
$3,333

153 Welltown Road

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 217 Brooks Circle Winchester, VA MLS# VAWI2009928
$1,900
2

Beds

2.1

Baths

1,238

Sq.Ft.

217 Brooks Circle

Winchester, VA

Bright
Courtesy of ERA OAKCREST REALTY, INC.
View 1016 Millwood Pike Winchester, VA MLS# VAFV2039510
$2,000
7,930

Sq.Ft.

1016 Millwood Pike

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 1016 Millwood Pike Winchester, VA MLS# VAFV2039512
$1,800
7,930

Sq.Ft.

1016 Millwood Pike

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 30 E Piccadilly Street Winchester, VA MLS# VAWI2009946
$3,000
2,721

Sq.Ft.

30 E Piccadilly Street

Winchester, VA

Bright
Courtesy of RE/MAX ROOTS
View 104 Waterford Lane Winchester, VA MLS# VAFV2039478
$1,500
2

Beds

1.0

Baths

900

Sq.Ft.

104 Waterford Lane

Winchester, VA

Bright
Courtesy of JIM BARB REALTY, INC.
View 429 Circle Drive Winchester, VA MLS# VAWI2009938
  • New Construction
1 of 23
$3,200
4

Beds

3.1

Baths

1,680

Sq.Ft.

429 Circle Drive

Winchester, VA

Bright
Courtesy of J&C REAL ESTATE SOLUTION, LLC
View 335 N North Pleasant Valley Road Winchester, VA MLS# VAWI2009940
$1,650
2

Beds

1.0

Baths

1,300

Sq.Ft.

335 N North Pleasant Valley Road

Winchester, VA

Bright
Courtesy of CAMBRIDGE PREMIER REALTY, LLC.
View 116 Sequoia Drive Winchester, VA MLS# VAFV2038764
$2,200
3

Beds

3.1

Baths

2,228

Sq.Ft.

116 Sequoia Drive

Winchester, VA

Bright
Courtesy of OLIVETREE PROPERTY GROUP
View 205 Little River Drive Winchester, VA MLS# VAFV2039446
$1,595
2

Beds

1.1

Baths

900

Sq.Ft.

205 Little River Drive

Winchester, VA

Bright
Courtesy of COLDWELL BANKER PREMIER
View 235 Kern Street Winchester, VA MLS# VAWI2009894
$1,350
2

Beds

1.0

Baths

720

Sq.Ft.

235 Kern Street

Winchester, VA

Bright
Courtesy of NEXTHOME REALTY SELECT
View 25 E Boscawen Street # 301 Winchester, VA MLS# VAWI2009898
$1,700
1

Beds

1.0

Baths

897

Sq.Ft.

25 E Boscawen Street # 301

Winchester, VA

Bright
Courtesy of COLONY REALTY
View 101 W Whitlock Avenue Winchester, VA MLS# VAWI2009896
$2,000
4

Beds

1.0

Baths

1,194

Sq.Ft.

101 W Whitlock Avenue

Winchester, VA

Bright
Courtesy of PIFER REALTY, LLC
View 205 Brick Kiln Road Winchester, VA MLS# VAFV2039300
$8,691
28,160

Sq.Ft.

205 Brick Kiln Road

Winchester, VA

Bright
Courtesy of OAKCREST COMMERCIAL REAL ESTATE
View 224 1/2 Kern Street # 224 1/2 Winchester, VA MLS# VAWI2009888
$1,450
2

Beds

1.0

Baths

700

Sq.Ft.

224 1/2 Kern Street # 224 1/2

Winchester, VA

Bright
Courtesy of PEARSON SMITH REALTY, LLC

About Winchester

Listings in Winchester, VA

474

Estimated median home price

$449,995
Winchester VA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Virginia real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, VA.

Homes for Sale by Price in Winchester, VA

PriceCount
$0 - 100K47
$100K - 200K18
$200K - 300K42
$300K - 400K92
$400K - 500K78
$500K - 600K57
$600K - 700K39
$700K - 800K16
$800K - 900K12
$900K - 1M13
$1M - Max60

Homes for Sale by Type in Winchester, VA

Property TypeCount
Single Family244
Townhouse46
Condo25
Commercial45
Rental146
Lots and Land108
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 3/4/2026)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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